Siena Chianti Wine Tasting and Scenic Tour
Experience Chianti's Scenic Wine Tasting Journey on a Half Day Trip from Siena

Toscana
people
1 participant
hours
- • Explore the Scenic Wine Region of Chianti from Siena
- • Enjoy a Fabulous 5-Hour Chianti Wine Excursion
- • Experience the Most Enchanting Medieval Village in Monteriggioni
Why We Love This Unique Experience
Unveil the charm of Tuscany with the Chianti and Castles Tour, a captivating half-day experience that begins in the heart of Siena. This journey leads through the breathtaking landscapes of Chianti, where rolling hills and lush vineyards create a picturesque backdrop. Perfect for wine lovers and history enthusiasts alike, this adventure offers an unforgettable taste of Italy’s rich cultural heritage and delectable wines.
The tour begins with a visit to Castellina in Chianti, where the beauty of the medieval village and its surrounding scenery will leave you enchanted. Enjoy the first wine tasting at a local vineyard, savoring the renowned Chianti wines while learning about the winemaking process. Stroll through the historic streets of Monteriggioni, a remarkable medieval village that whispers stories from centuries past. The trip continues to another winery nestled in the heart of Chianti Classico, where another tasting awaits, along with an olive oil sampling that showcases the region’s culinary delights.
The Chianti and Castles Tour is not just an exceptional experience for oneself, but also a thoughtful gift idea for friends and family who appreciate fine wine, history, and beautiful landscapes. Share the magic of Tuscany as a memorable present for birthdays, anniversaries, or any special occasion. Create lasting memories while exploring the enchanting Chianti region, making it the perfect gesture of love and friendship!
Check Availability & Book
Experience Overview:
Chianti And Castles Tour From Siena Small GroupDiscover the picturesque wine region of Chianti on a half-day excursion from Siena. Enjoy the Tuscan scenery of gently undulating hills and vineyards while tasting Chianti wines.
A day journey from Siena to the Chianti region allows you to experience the gorgeous Tuscan landscape. Begin with a visit to Castellina in Chianti, followed by a wine tasting at a nearby vineyard.
Immerse yourself in the bright colors of the rolling hills, where the views, smells, and flavors of the region will captivate your senses. Enjoy a stroll in Monteriggioni, a medieval village where time seems to stop.
Proceed to another winery in the heart of the Chianti Classico region, where you can have a second wine tasting and sample extra virgin olive oil. A return trip to Siena marks the end of the excursion.
Meeting Point
Via Giuseppe Garibaldi, 72
Via Giuseppe Garibaldi, 72, 53100 Siena SI, Italy
Meet our driver in front of Hotel Minerva.
What's included:
- Visit two wineries in the Chianti area
- Expert multilingual guides
- Wine, oil and balsamic vinegar tasting
- Travel by air-conditioned minivan
- Alcoholic Beverages
Not included:
- Gratuities
What to expect:
Duration: 5 hours
Siena
Siena
Start you trip form Siena at Via Giuseppe Garibaldi 72, where you will meet our driver. You will travel by minivan to reach the first point of interest.
30 minutes
Castellina In Chianti
Castellina In Chianti
Castellina in Chianti enchants with its historic allure, surrounded by picturesque landscapes and tantalizing Tuscan cuisine, offering a timeless escape into the heart of Italy. Admire the medieval Rocca and the church.
1 hour
Strada Statale 222 Chiantigiana
Siena, 53100
Enjoy a wine tasting in an evocative winery in the Chianti area.
1 hour • Admission Ticket Included
Monteriggioni
Monteriggioni
Enjoy a free visit of Monteriggioni city inside the walls. The castle of Monteriggioni dates back to the second two decades of the 13th century and was founded by the Republic of Siena.
1 hour
Strada Statale 222 Chiantigiana
Siena, 53100
Enjoy a wine tasting in which you can taste the famous Chianti wine typical of this area surrounded by a beautiful landscape.
1 hour • Admission Ticket Included
Siena
Siena
Return back to Siena on board off the minivan and the driver will drop you off at Via Giuseppe Garibaldi, 72.
30 minutes
> More Experience Gifts in Siena
Details & Important Info
Additional Experience Details & Important Information
Infants and small children can ride in a pram or stroller
Public transportation options are available nearby
Suitable for all physical fitness levels
Only Adult 18 years old and above are allowed for wine and any other alcoholic beverages
Cancellations & Refunds
Reservation Changes, Cancellations & Refunds
Changes to reservations for tickets can be made until 3 days prior to the date scheduled. Reservations may be re-scheduled by the operator of the activity due to reasons such as weather, minimum participation requirements, mechanical issues or other interruptions beyond their control.
Organized by
MyLuxuryDrive
Product SKU: IT-64499-0002
Siena Chianti Wine Tasting and Tour
Toscana
people
1 participant
hours
- • Explore the Scenic Wine Region of Chianti from Siena
- • Enjoy a Fabulous 5-Hour Chianti Wine Excursion
- • Experience the Most Enchanting Medieval Village in Monteriggioni
Best Experience Providers
Our Activity Partners are highly rated and experts in what they do, guaranteeing you an unforgettable experience.
Free Gift Exchanges
All ExperienceGifts Certificates are fully exchangeable if you change your mind, free of charge!
Instant E-Gifts
Our beautifully designed e-certificates are sent instantly the moment you place an order, great for last minute gifts.